Betaine Catalysis for Hierarchical Reduction of CO2 with Amines and Hydrosilane To Form Formamides, Aminals, and Methylamines,Angewandte Chemie International Edition

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Betaine Catalysis for Hierarchical Reduction of CO2 with Amines and Hydrosilane To Form Formamides, Aminals, and Methylamines
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2017-05-24 08:31:06 , DOI: 10.1002/anie.201702734
Xiao-Fang Liu ₁ , Xiao-Ya Li ₁ , Chang Qiao ₁ , Hong-Chen Fu ₁ , Liang-Nian He _{1,

2}

Affiliation

An efficient, sustainable organocatalyst, glycine betaine, was developed for the reductive functionalization of CO₂ with amines and diphenylsilane. Methylamines and formamides were obtained in high yield by tuning the CO₂ pressure and reaction temperature. Based on identification of the key intermediate, that is, the aminal, an alternative mechanism for methylation involving the C⁰ silyl acetal and aminal is proposed. Furthermore, reducing the CO₂ amount afforded aminals with high yield and selectivity. Therefore, betaine catalysis affords products with a diversified energy content that is, formamides, aminals and methylamines, by hierarchical two-, four- and six-electron reduction, respectively, of CO₂ coupled with C−N bond formation.

中文翻译：

甜菜碱催化用胺和氢硅烷分级还原CO2形成甲酰胺，缩醛和甲胺

开发了一种有效的，可持续的有机催化剂，甘氨酸甜菜碱，用于胺和二苯硅烷对CO ₂的还原功能化。通过调节CO ₂压力和反应温度，可以高收率获得甲胺和甲酰胺。基于关键中间体，即缩醛胺的鉴定，提出了一种涉及C ⁰甲硅烷基乙缩醛和缩醛胺的甲基化替代机制。此外，减少CO ₂量提供了具有高收率和选择性的缩醛胺。因此，甜菜碱催化得到的产品具有多样化的能量含量即，甲酰胺，缩醛胺和甲胺，通过分级二，四和六电子还原，分别，CO的₂ 加上CN键的形成。

更新日期：2017-05-25

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